Palladium-Catalyzed meta-Selective C–H Functionalization by Noncovalent H‑Bonding Interaction

Controlling positional selectivity represents one of the most important aspects in transition-metal-catalyzed C–H bond functionalization. However, the conventional directing template strategies via a covalent binding to the substrates are always hindered by prior stoichiometric installation and remo...

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Veröffentlicht in:ACS catalysis 2021-08, Vol.11 (16), p.10460-10466
Hauptverfasser: Li, Guoshuai, Yan, Yifei, Zhang, Pengfei, Xu, Xiaohua, Jin, Zhong
Format: Artikel
Sprache:eng
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Zusammenfassung:Controlling positional selectivity represents one of the most important aspects in transition-metal-catalyzed C–H bond functionalization. However, the conventional directing template strategies via a covalent binding to the substrates are always hindered by prior stoichiometric installation and removal of the directing groups. Herein, we report a palladium-catalyzed meta-selective C–H olefination of aromatic carbonyl compounds by noncovalent hydrogen-bonding interaction. N,N′-Substituted ureas were engineered to serve as a H-bonding donor for binding to the substrates and, meanwhile, achieve site-selective control by the integrated directing group.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.1c02974